Winnetka hotels from HK$462

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Our top choices for Winnetka hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,479 reviews)
"Great place to stay "
United States
Mark
The price is HK$1,465
HK$2,012 total
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,027 reviews)
"It was great property, amazing location and the breakfast was fantastic. "
United States
Nichole
The price is HK$1,120
HK$1,553 total
includes taxes & fees
25 May - 26 May
Hotel Riu Plaza Chicago

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,137 reviews)
"A great option to stay in the city! Nice hotel and friendly staff."
United States
Nicole
The price is HK$1,507
HK$2,071 total
includes taxes & fees
26 May - 27 May
Fairmont Chicago at Millennium Park

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,499 reviews)
"Clean, friendly, modern, overall great stay!!"
United States
Jennifer
The price is HK$1,684
HK$2,282 total
includes taxes & fees
25 May - 26 May
Hyatt Regency Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,124 reviews)
"Great stay"
United States
Matthew
The price is HK$1,045
HK$1,243 total
includes taxes & fees
8 May - 9 May
Congress Plaza Hotel

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,213 reviews)
"The design of the property and location is great!"
United States
Fedna
The price is HK$1,167
HK$1,388 total
includes taxes & fees
10 May - 11 May
Aloft Chicago Mag Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2,836 reviews)
"Great stay"
United States
Darin
The price is HK$1,218
HK$1,678 total
includes taxes & fees
10 May - 11 May
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Hilton Garden Inn Chicago Central Loop

Hilton Garden Inn Chicago Central Loop
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,343 reviews)
"Great stay for a little weekend getaway.!"
United States
Jaylen
The price is HK$1,150
HK$1,367 total
includes taxes & fees
8 May - 9 May
Hilton Garden Inn Chicago Central Loop

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3,994 reviews)
"Clean hotel great restaurant "
United States
ELIZABETH
The price is HK$1,258
HK$1,496 total
includes taxes & fees
26 May - 27 May
L7 Chicago by LOTTE

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,769 reviews)
"Clean room and great location "
United States
Diana
The price is HK$1,246
HK$1,711 total
includes taxes & fees
25 May - 26 May
Hilton Chicago

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,677 reviews)
"Loved staying at this hotel"
United States
Kimberly Marie
The price is HK$1,413
HK$1,910 total
includes taxes & fees
10 May - 11 May
LondonHouse Chicago, Curio Collection by Hilton

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,398 reviews)
"Great stay, love the surrounding area. Rooms a bit small but overall a great stay. "
United States
Eric
The price is HK$1,284
HK$1,527 total
includes taxes & fees
11 May - 12 May
The Chicago Hotel Collection Ambassador Gold Coast

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,443 reviews)
"Great place to stay."
United States
Yuge
The price is HK$1,153
HK$1,371 total
includes taxes & fees
10 May - 11 May
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,031 reviews)
"Great stay all around "
United States
Logan
The price is HK$1,559
HK$2,128 total
includes taxes & fees
26 May - 27 May
InterContinental Chicago Magnificent Mile by IHG

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,241 reviews)
"This was a great hotel. The staff and accommodations were terrific. I really enjoyed my stay "
United States
Alex
The price is HK$934
HK$1,350 total
includes taxes & fees
25 May - 26 May
Silversmith Hotel Chicago Downtown

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,498 reviews)
"Great hotel"
United States
Jalen
The price is HK$1,229
HK$1,657 total
includes taxes & fees
8 May - 9 May
Hyatt Centric The Loop Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,295 reviews)
"Very good, would stay here again!"
United States
Lorena
The price is HK$1,552
HK$2,122 total
includes taxes & fees
27 May - 28 May
Swissotel - Chicago

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,146 reviews)
"Excellent location, very clean room and friendly staff"
United States
Alejandra
The price is HK$1,059
HK$1,259 total
includes taxes & fees
26 May - 27 May
River Hotel

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,101 reviews)
"Great breakfast and staff. "
United States
Kelly
The price is HK$1,338
HK$1,828 total
includes taxes & fees
10 May - 11 May
Arlo Chicago

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,244 reviews)
"Great place to stay , good location"
United States
Judith Daniella
The price is HK$1,214
HK$1,444 total
includes taxes & fees
20 May - 21 May
Hilton Chicago/Magnificent Mile Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Stay near popular Winnetka attractions

Learn more about Winnetka

Elegant North Shore homes line the streets near Lake Michigan beaches where locals picnic during summer festivals. Explore the historic Crow Island School's architecture or catch a show at the Winnetka Community House theatre.

Stinson Memorial Library Anna Illinois Listed on the National Register  Funded by Anna businessman Robert Burns Stinson, designed by Walter Burley Griffin who studied under Frank Lloyd Wright.

Top Winnetka Hotel Reviews

More cheap stays in Winnetka

Frequently asked questions

What's the best place to stay in Winnetka?
Located 15.7 mi (25.2 km) from the heart of Winnetka, Hotel Felix River North/Magnificent Mile is a top choice for your stay, based on our traveller data. Other good choices for your trip to the area are River Hotel and Club Quarters Hotel, Central Loop, Chicago. See all available top hotels, or vacation rentals in Winnetka.
What are some of the best holiday rentals that Winnetka has to offer?
ENVITAE Hotel, 4BR Luxury Modern Apartments: This holiday home rental outside of Winnetka is located in the city centre, and offers a BBQ, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. See all vacation rentals in Winnetka.
If I need to cancel my hotel reservation in Winnetka, will I receive a refund?
Yes! The majority of hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winnetka.
What is staying in Winnetka like?
Visitors can enjoy all that Winnetka has to offer, including the shopping, forests and sporting events. Tourists can also enjoy the city's restaurants and coffee shops. Top sights around the area include Wrigley Field, Naval Base Great Lakes and Navy Pier. There are 4548 hotels and other accommodation options in the surrounding area. Find out more about Winnetka.
What should I see while I'm in Winnetka?
Favourite places to visit include Lake Michigan, Chocolate Box and Maple Street Beach. Additionally, you'll find Wrigley Field and Naval Base Great Lakes in the area. Take a look at what more there is to see and do in Expedia's Winnetka guide.
How can I get around Winnetka?
To venture out into the surrounding area, hop aboard a train at Winnetka Station or Winnetka Indian Hill Station. If you want to venture out around the area, you may want a rental car in Winnetka for your journey.
What's the seasonal weather in Winnetka?
The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. Average annual precipitation for Winnetka is 1216 mm.

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